10 Romantic Getaways in Massachusetts for the Perfect Couples Escape

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When looking for that perfect romantic New England destination, there is a state that should be at the very top of your list: From the Berkshires to the Cape and everywhere in between, the Bay State has a little something for every kind of couple! For the sporty, outdoorsy types, romantic getaways in Massachusetts can include skiing down powder-white slopes or taking a dip in the Atlantic and getting a tan at the beach.

For more cerebral, urban couples that prefer hanging out in an uber-hip cultural hot spot or walking the cobblestone streets of a city that predates the country itself, there are plenty of locations that fit that bill, too. Really, there is no shortage of options for couple’s getaways Massachusetts has to offer! Let’s take a look at 10 worthy choices for lovely weekend getaways from Boston and beyond.

Romantic Getaways in Massachusetts

A couple walks on a beach during their romantic Massachusetts couples trip
There are so many great options for a romantic Massachusetts couples trip!

Mirbeau Inn and Spa

This gorgeous resort was named a “Top 25 Resort in New England for 2019” by readers of Conde Nast Traveler, and it’s not hard to see why! Located in historic Plymouth– yes, *that* Plymouth that is often referred to as the hometown of America, Mirbeau Inn and Spa is one of the most romantic inns in Massachusetts.

This gorgeous 50 guest room resort can let its accolades speak for it, as it has received recognition from Travel + Leisure, Conde Nast Traveler, Forbes Travel Guide, and more for its excellence in accommodations, and its on-site dining is a AAA-Four Diamond Restaurant.

Those that choose the Mirbeau Inn and Spa for their couple’s getaway in Massachusetts cite the elegant, yet comfortable interior décor, the quiet beauty of the Monet pond gardens outside, and the award-winning, 14,000 square foot state-of-the-art spa facilities as some of the reasons why!

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The Constance

Nestled in the breathtaking Berkshires, The Constance (formerly the Rookwood Inn) provides the perfect setting for romantic getaways Massachusetts style! This cozy and romantic Massachusetts inn is in Lenox, just one mile down the road from Tanglewood Music Center, for those couples whose romantic getaway plans include live music at one of the region’s most beloved music venues.

Guests at The Constance are treated to a light breakfast daily, with many guests opting to enjoy their meal on the veranda to take in the beauty of the Berkshires, and the location simply can’t be beaten. The Constance is a quiet slice of heaven for any romantic getaway in MA!

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Chatham Bars Inn

Chatham Bars Inn is one of Cape Cod’s finest vacation destination spots. One of the most romantic places in Massachusetts, this beautiful, luxury Cape Cod hotel offers several add on packages for those looking to up the ante on romance, including a proposal package for those who are planning to pop the question!

While this stunning hotel has a beautiful spa, delicious onsite restaurants, and a heated, adults only outdoor pool, don’t forget that Cape Cod offers a whole world of romance for couples to explore and enjoy beyond the halls of this romantic hotel!

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Addison Choate

Wooden bed with a white soft comforter and red pillows. The slate grey door is open showing a table with plants in the next room during a Massachusetts couple trip
Photo courtesy of the property; Addison Choate is an excellent place to stay for a Massachusetts couple trip!

Located in the coastal village of Rockport, MA, Addison Choate is a perfect choice for couples that like to explore on foot. Recently renovated, this cozy 7 guestroom boutique hotel is positively brimming with coastal romance and charm. Airy and comfortable room décor combined with the gorgeous spa-like en suite marble bathrooms make it difficult for even the most active couples to motivate themselves to leave this lovely hotel!

For those that can peel themselves away from this coastal charmer to make it back out the front door, there is a ton of fun to be had in Rockport, MA within easy walking distance from Addison Choate. The best part? This boutique hotel offers a light breakfast and afternoon refreshments daily, but some of the very best restaurants on the coast are just up the road!

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Clarendon Square Bed and Breakfast

Clarendon Square Bed and Breakfast is easily one of the most romantic hotels in Massachusetts. This stunning six-story townhouse has been carefully renovated to showcase the historical architecture of the building while incorporating crisp, clean, modern décor to create a visually spectacular aesthetic that feels perfectly in line with its trendy South End Boston location.

Named as a “Best Big City Bed & Breakfast” by Conde Nast Traveler, this beautiful Boston B&B offers something uniquely romantic: A rooftop hot tub! Open 24 hours a day, year-round, guests can take in a phenomenal view of the Boston skyline while they relax.

The other lovely hotel amenities like the parlor, library, garden terrace, and complimentary light breakfast are all just icing on the cake at this trendy and romantic boutique hotel. Tremont Street, or “restaurant row” is located just up the street, so scores of award-winning eateries are within easy walking distance, as are a few other things on our list of 15 Romantic Things To Do In Boston. Oh, Fenway Park is nearby too, if you and your love are Red Sox fans!

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33 Main

Bedroom in a hotel with neutral colored bedding and a light blue carpet during a Massachusetts romantic getaway
Photo courtesy of the property; this is such an elegant place to stay during your MA romantic getaway!

For couples that are traveling to the Berkshires and are looking to surround themselves with modern approachable elegance, 33 Main is the inn for you!

This 19th-century stunner has been lovingly renovated and meticulously curated to serve as a rewarding and luxurious retreat. Each of the eight guestrooms is well-appointed with a modern luxury that is clean, bright, welcoming, and romantic. A full gourmet breakfast and late afternoon cocktail hour are provided each day of your stay, but some of Lenox, MA’s favorite restaurants are just a couple of minutes’ drive away, so you will have plenty of options for romantic dinners out during your couple’s getaway!

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Nantucket Hotel and Resort

With a range of accommodation options that include hotel rooms, suites, and cottages of various sizes, Nantucket Hotel and Resort has the perfect room for your romantic getaway in Massachusetts! Located on the island of Nantucket, this beautiful resort offers much in the way of New England island charm.

This resort has two heated pools- one reserved for adults only- and fire pits and twinkle lights set the scene for you and your love as you snuggle up beside the warm glow of the fire with your favorite beverages. At various times of the year, you will also find live musicians to serenade you out there, and warm blankets are provided while enjoying the fire pits.

Their onsite restaurant, Breeze, means you don’t have to leave this gorgeous property to dine, but with so much to do and explore within easy walking distance of this romantic Nantucket hotel – including the beach – you’ll want to see for yourself why so many guests rave about the fantastic location of this place!

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Harbor Light Inn

Interior of a romantic bedroom in a hotel with a fireplace lit. The walls are red, and there\'s a canopy bed as the centerpiece, with two glasses of champagne.
Photo courtesy of the property; a fireplace is always a great choice for romantic couples trips in Massachusetts!

Harbor Light Inn is one of those places that couples head off to once, and then return time and time again! This romantic Marblehead, MA inn features 20 rooms that are tastefully decorated with soft, cool hues that give this historic inn a distinct East Coast vibe. Some of their rooms offer fireplaces and jetted hot tubs, so be sure to ask for these when you make your reservation!

Couples can choose to add on romance packages to set the tone for their stay, and a massage therapist can also be arranged to provide in-room luxury massages for you and your special someone. A full breakfast buffet is provided daily, but one of the coolest things about staying at the Harbor Light Inn is the very easy walkability to all of the excellent seaside restaurants Marblehead has to offer!

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Hotel on North

For couples that are interested in a trendy, modern romantic getaway, Hotel on North is the perfect place to stay! Not only is this gorgeous historical hotel located in Pittsfield, MA, in the very heart of the Berkshires, but its proprietors have also found a way to fuse modern innovation and convenience with historical charm in their 45-room boutique hotel. Where else can you get high-speed internet *and* the chance to stay in the quirky library suite, nestled in with filled floor-to-ceiling bookshelves!

For a romantic getaway in Massachusetts that is full of unique whimsy and hipster edge, look to the Hotel on North to host you! Their onsite restaurant and bar, Berkshire Palate, is a local favorite where you and your love can grab breakfast, lunch, and dinner before perusing The Gallery, which is their in-house collection of art, sculptures, and photography. With lounge areas and a gift boutique featuring items from Dory + Ginger, you and yours will find it hard to leave!

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The Wauwinet

Large historic hotel is lit up by orange lights in the evening under a grey sky.
Photo courtesy of the property; one of the most romantic hotels in the country, this is an obvious choice for a Massachusetts romantic getaway!

Any list of romantic getaways in Massachusetts has absolutely got to include The Wauwinet! This stunning seaside resort is adults only and is the only Relais & Chateaux hotel on the island of Nantucket. Each of the 33 guest rooms is furnished with a luxurious and modern coastal décor that is comfortably elegant, and amenities include private beach access, daily light breakfast, and afternoon refreshments. In-room massages can be ordered or a full spa menu is accessible at their nearby sister location, which they will happily transport you to.

There are plenty of great restaurant options on the island, but you likely won’t need to take advantage of them because The Wauwinet’s restaurant, TOPPER’S, is a AAA Five-Diamond Award Winner and regional favorite. It’s hard to find anything more romantic than fine dining with the breathtaking seaside view from TOPPER’S beloved deck. There are a few romance packages to choose from, but a fun couple’s favorite is the Ride & Rose, in which a two-night stay at The Wauwinet is bundled with a rose champagne picnic for two and a bike map that is custom made to reveal the most romantic island locations. Bikes included, of course!

The Wauwinet is one of the most romantic hotels in the USA!

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There are so many incredible vacation destinations all around the Bay State, but if you’re planning a romantic getaway in Massachusetts, any one of these spots would be a great place to start!

Which of these is your favorite romantic MA getaway?

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